Find a Bed and Breakfast in North Canaan from CA $165

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8
In one month
Mar 20 - Mar 22
In two months
Apr 17 - Apr 19

Our top choices for North Canaan bed & breakfast

Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is CA $144
CA $165 total
includes taxes & fees
Feb 22 - Feb 23
Locust Tree Bed and Breakfast LLC
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (168 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is CA $205
CA $236 total
includes taxes & fees
Mar 24 - Mar 25
Blackberry River Inn
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is CA $248
CA $278 total
includes taxes & fees
Feb 22 - Feb 23
Wilder House Berkshires
50-inch flat-screen TV with digital channels, Netflix, toys

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
The price is CA $274
CA $306 total
includes taxes & fees
Feb 22 - Feb 23
The Berkshire Mountain Inn
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (96 reviews)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
United States
Jennifer
The price is CA $238
CA $266 total
includes taxes & fees
Feb 23 - Feb 24
Granville House
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is CA $327
CA $383 total
includes taxes & fees
Feb 22 - Feb 23
The Inn at Stockbridge
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (375 reviews)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (303 reviews)
"Great stay"
United Kingdom
Katherine
The price is CA $339
CA $383 total
includes taxes & fees
Mar 23 - Mar 24
Inn at Pine Plains
Room #10 Queen's Cottage | Living room

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (136 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is CA $423
CA $512 total
includes taxes & fees
Mar 6 - Mar 7
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top North Canaan Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Great location, amenities, pool and hot tub for the kids, friendly staff, comfortable room."
Jennifer 2-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about North Canaan

North Canaan B&B information

Number of reviews
1,700
Accommodation
14 B&B
Lowest Price
CA $165
Highest Price
CA $512

Frequently asked questions

Searching for B&Bs in North Canaan?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to make some connections, a B&B can be a good choice for many different types of travelers. While you're here, you can get to know North Canaan by exploring its natural beauty. Consider a stop by Lawrence Field and Edith Scoville Memorial Sanctuary.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in North Canaan?
Check out these B&Bs in North Canaan: Blackberry River Inn: 14 rooms. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms.
What's the best time of year to stay at a B&B in North Canaan?
When you're dreaming of a getaway to North Canaan, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in North Canaan?
When you want to spend some time in the great outdoors, Housatonic River and Lawrence Field are some notable spots. You might put Edith Scoville Memorial Sanctuary and Connecticut Railroad Historical Museum on your list if you want to see more of the area.
How can I get to and around North Canaan?
You can plan your excursions in and around North Canaan ahead of time with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 27.3 mi (43.9 km) away from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.8 mi (44.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia